(S)-(-)-1-(1-Naphthyl)ethylamine

Base Information

• Chemical Name: (S)-(-)-1-(1-Naphthyl)ethylamine
• CAS No.: 10420-89-0
• Molecular Formula: C12H13N
• Molecular Weight: 171.242
• Hs Code.: 29214990
• DSSTox Substance ID: DTXSID201014549
• Nikkaji Number: J53.227D
• Wikidata: Q76005654
• Mol file: 10420-89-0.mol

Synonyms:(S)-(-)-1-(1-Naphthyl)ethylamine;10420-89-0;(S)-1-(naphthalen-1-yl)ethanamine;(1S)-1-(Naphthalen-1-Yl)Ethan-1-Amine;(1S)-1-naphthalen-1-ylethanamine;(1S)-1-(1-naphthyl)ethanamine;(S)-(-)-(1-Naphthyl)ethylamine;(S)-alpha-Methyl-1-naphthalenemethanamine;(S)-1-(1-Naphthyl)ethylamine;s-(-)-1-(1-Naphthyl)ethylamine;1-Naphthalenemethanamine, alpha-methyl-, (alphaS)-;MFCD00064179;(1S)-(-)-1-(Naphth-1-yl)ethylamine;AI3-26858;1-Naphthalenemethanamine, .alpha.-methyl-, (S)-;(S)-(-)-alpha-(1-Naphthyl)ethylamine;(S)-(-)-.alpha.-(1-Naphthyl)ethylamine;1-Naphthalenemethanamine, .alpha.-methyl-, (.alpha.S)-;SCHEMBL335062;(S)-alpha-naphthyl ethyl amine;(S)-1-(1-Naphthyl)ethanamine;(s)-1-(1-naphthyl)ethyl amine;DTXSID201014549;L-.alpha.-(1-naphthyl)ethylamine;(S)-1-naphthalen-1-yl-ethylamine;CS-B0323;(S)-(?)-1-(1-Naphthyl)ethylamine;AKOS015840615;AC-6138;CS-T-59111;DS-1633;FS-2383;L-.alpha.-(.alpha.-Naphthyl)ethylamine;S-(-)-1-(.alpha.-Naphthyl)ethylamine;BP-12898;(R)-(+)-alpha-(1-Aminoethyl)naphthalene;(S)-(-)-a-Methyl-1-naphthalenemethylamine;(S)-.alpha.-Methyl-1-naphthalenemethanamine;AM20020136;N0482;(S)-(-)-1-(1-Naphthyl)ethylamine, >=99%;EN300-1829590;1-Naphthalenemethanamine, alpha-methyl-, (S)-(-)-;1-Naphthalenemethanamine, alpha-methyl-, (.alpha.S)-;1-Naphthalenemethanamine, .alpha.-methyl-, (S)-(-)-;(S)-(-)-1-(1-Naphthyl)ethylamine, ChiPros(R), produced by BASF, >=98.5% (GC)

Chemical Property of (S)-(-)-1-(1-Naphthyl)ethylamine

Chemical Property:

• Appearance/Colour: Colorless to light yellow liqui
• Vapor Pressure: 0.00214mmHg at 25°C
• Refractive Index: n20/D 1.623(lit.)
• Boiling Point: 289.9 °C at 760 mmHg
• PKA: 9.26±0.40(Predicted)
• Flash Point: 144.3 °C
• PSA: 26.02000
• Density: 1.067
• LogP: 3.55980
• Storage Temp.: 2-8°C
• Sensitive.: Air Sensitive
• Solubility.: Soluble in chloroform, ethanol.
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 171.104799419
• Heavy Atom Count: 13
• Complexity: 167

Purity/Quality:

99% ^*data from raw suppliers

(S)-(-)-1-(1-Naphthyl)ethylamine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C1=CC=CC2=CC=CC=C21)N
• Isomeric SMILES: C[C@@H](C1=CC=CC2=CC=CC=C21)N
• Uses: (S)-(-)-1-(1-Naphthyl)ethylamine is used in the asymmetric synthesis of α-cyanocarboxylates. Also used in the synthesis of chiral imadazolin-2-ylidene ligands used in organometallic catalysis. Chiral/ Asymmetric synthesis. (S)-(-)-1-(1-Naphthyl)ethylamine is used in the asymmetric synthesis of α-cyanocarboxylates. Also used in the synthesis of chiral imadazolin-2-ylidene ligands used in organometallic catalysis. Chiral/Asymmetric synthesis. Employed in a preparation of a chiral thiourea solvating agent useful for enantiodiscrimination of α-hydroxy and α-amino acids by 1H NMR.

Technology Process of (S)-(-)-1-(1-Naphthyl)ethylamine

There total 64 articles about (S)-(-)-1-(1-Naphthyl)ethylamine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 47.0%

(RS)-1-(1-naphthyl)ethylamine (42882-31-5) → (S)-1-(1-Naphthyl)ethylamine (10420-89-0) + (R)-1-(1-Naphthyl)ethylamine (3886-70-2)

Guidance literature:

(RS)-1-(1-naphthyl)ethylamine; With (S)-isopropylidene glycerol 3-carboxy-2-naphthoate; In methanol; at 20 ℃;

With sulfuric acid; In ethyl acetate;

DOI:10.1016/S0957-4166(02)00608-0

Reference yield: 42.0%

Ethyl hexanoate (123-66-0) + (RS)-1-(1-naphthyl)ethylamine (42882-31-5) → Hexanoic acid ((R)-1-naphthalen-1-yl-ethyl)-amide + (S)-1-(1-Naphthyl)ethylamine (10420-89-0) + (R)-1-(1-Naphthyl)ethylamine (3886-70-2)

Guidance literature:

With Candida antarctica lipase; In di-isopropyl ether; at 30 ℃; for 120h;

Reference yield: 37.0%

ethyl laurate (106-33-2) + (RS)-1-(1-naphthyl)ethylamine (42882-31-5) → (S)-1-(1-Naphthyl)ethylamine (10420-89-0) + (R)-1-(1-Naphthyl)ethylamine (3886-70-2) + (R)-N-lauroyl-α-(1-naphthyl)ethylamine (74496-21-2)

Guidance literature:

With Candida antarctica lipase; In di-isopropyl ether; at 30 ℃; for 120h;

upstream raw materials:

(RS)-1-(1-naphthyl)ethylamine

methyl 1-naphthyl ketone O-methyloxime

Pyridine-2-sulfonic acid ((S)-1-naphthalen-1-yl-ethyl)-amide

ethyl acetate

Downstream raw materials:

2-[(S)-(1-naphthyl)ethylimino]-aci-1-nitrocyclohexane

(E)-N-<(S)-(-)-1-(1-naphthyl)ethyl>-2-cyanocinnamide

Benzoic acid (S)-2-cyano-1-[((S)-1-naphthalen-1-yl-ethylcarbamoyl)-methyl]-ethyl ester

1-<(1-naphthyl)ethyl>-3-<α-methoxy-α-(trifluoromethyl)benzyl>urea

Refernces

• 1、 Asahara, Chizuru,Iwamoto, Takuya,Akashi, Mitsuru,Shigemitsu, Hajime,Kida, Toshiyuki. "Effective Guest Inclusion by a 6-O-Modified β-Cyclodextrin Dimer in Organic Solvents". . p. 868 - 873. Retrieved 2018.
• 2、 Pallavicini, Marco,Valoti, Ermanno,Villa, Luigi,Piccolo, Oreste. "Isopropylidene glycerol hydrogen phthalate: A new resolving agent application to the resolution of 1-arylethylamines". . p. 1117 - 1122. Retrieved 1996.
• 3、 Kinbara, Kazushi,Harada, Yoshiko,Saigo, Kazuhiko. "(2-naphthyl)glycolic acid: A tailored resolving agent for p-substituted 1-arylethylamines". . p. 2219 - 2222. Retrieved 1998.
• 4、 Marx, Lisa,Ríos-Lombardía, Nicolás,Farnberger, Judith F.,Kroutil, Wolfgang,Benítez-Mateos, Ana I.,López-Gallego, Fernando,Morís, Francisco,González-Sabín, Javier,Berglund, Per. "Chemoenzymatic Approaches to the Synthesis of the Calcimimetic Agent Cinacalcet Employing Transaminases and Ketoreductases". . p. 2157 - 2165. Retrieved 2018.
• 5、 Huang, Yo-Hsin,Niedercorn, Francine,Arif, Atta M.,Gladysz, J.A.. "Optical resolution and absolute configuration of the chiral pentamethylcyclopentadienylrhenium carbonyl complex 5-C5Me5)Re(NO)(PPh3)(CO)>+BF4-". . p. 213 - 225. Retrieved 1990.
• 6、 Pallavicini, Marco,Bolchi, Cristiano,Fumagalli, Laura,Valoti, Ermanno,Villa, Luigi. "Highly efficient resolutions with isopropylidene glycerol 3-carboxy-2-naphthoate". . p. 2277 - 2282. Retrieved 2002.
• 7、 -. "Method for asymmetrically synthesizing (R)-cinacalcet". . . Retrieved 2019/03/28.